Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains

Bioorg Med Chem Lett. 2002 Apr 22;12(8):1233-5. doi: 10.1016/s0960-894x(02)00117-8.

Abstract

Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors.

MeSH terms

  • Amino Acids / chemistry*
  • Bone Morphogenetic Protein 1
  • Bone Morphogenetic Proteins / antagonists & inhibitors*
  • Hydroxamic Acids / chemical synthesis*
  • Hydroxamic Acids / chemistry
  • Hydroxamic Acids / pharmacology*
  • Metalloendopeptidases / antagonists & inhibitors*
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacology*
  • Structure-Activity Relationship
  • Sulfonamides / chemistry*

Substances

  • Amino Acids
  • Bone Morphogenetic Proteins
  • Hydroxamic Acids
  • Protease Inhibitors
  • Sulfonamides
  • Metalloendopeptidases
  • Bone Morphogenetic Protein 1